Villas and Holiday homes in Southend-on-Sea

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Southend-on-Sea holiday homes
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134 Villa rentals in Southend-on-Sea

Best Southend-on-Sea villas and holiday homes with a pool

Among the 134 accommodations in Southend-on-Sea, here are the 4 best villas and holiday homes with a pool

Cottage ∙ 3 Bedrooms ∙ 8 Guests - Southend-on-Sea
Southend-on-Sea
25/08 – 29/08
326 €/nighttotal: 1304 € (4 )

Cottage ∙ 3 Bedrooms ∙ 8 Guests

3 2
cottage , Minster on Sea
This three-bedroom lodge, Ashcroft Coast Holiday Park, is located on the Isle of Sheppey, offering convenient access to Minster Leas beach, approximately 500 meters away, and scenic coastal walks.
This pet-friendly holiday home accommodates up to eight guests with three bedrooms, a well-equipped kitchen, and on-site amenities including indoor and outdoor swimming pools and children's play areas.
Cottage ∙ 4 Bedrooms ∙ 10 Guests - Southend-on-Sea
Southend-on-Sea
27/07 – 31/07
502 €/nighttotal: 2008 € (4 )

Cottage ∙ 4 Bedrooms ∙ 10 Guests

4 4
cottage
The Cart Lodge, a four-bedroom property, is located in the Rochford countryside, approximately 1.6km from Apton Hall and a 15-minute walk (approx 1.5km) from Rochford town centre, offering easy access to Southend-on-Sea by car.
This self-catering lodge boasts a private one-acre garden with a hot tub, a games room with table tennis, four ensuite kingsize bedrooms sleeping eight guests, plus a swimming pool, jacuzzi, and ample parking including an electric car charging point.
Cottage ∙ 3 Bedrooms ∙ 6 Guests - Southend-on-Sea
Southend-on-Sea
07/08 – 10/08
365 €/nighttotal: 1095 € (3 )

Cottage ∙ 3 Bedrooms ∙ 6 Guests

3 6
cottage , Allhallows
Ocean Breeze Escape, a holiday home in Allhallows, Kent, offers estuary views and is 500 meters from Allhallows Beach, with Slough Fort and the Allhallows Marshes Trail nearby.
This dog-friendly lodge accommodates up to six guests in three bedrooms and features a well-equipped kitchen, enclosed decking with a hot tub, and a swimming pool.
Cottage ∙ 3 Bedrooms ∙ 6 Guests - Southend-on-Sea
Southend-on-Sea
25/08 – 29/08
192 €/nighttotal: 768 € (4 )

Cottage ∙ 3 Bedrooms ∙ 6 Guests

3 2
cottage , Minster on Sea
This ABI Arizona static caravan is situated within Ashcroft Coast Holiday Park on the Isle of Sheppey, offering direct access to Minster Leas beaches and coastal walking routes within 500 meters.
This family-friendly accommodation sleeps up to six guests in three bedrooms and includes a kitchen, Wi-Fi, parking for one car, and access to on-site park facilities such as swimming pools and play areas, with pets welcome.

Best Southend-on-Sea villas and holiday homes with a kitchen

House ∙ 3 Bedrooms ∙ 5 Guests - Southend-on-Sea
Southend-on-Sea
10/07 – 13/07
276 €/nighttotal: 828 € (3 )

House ∙ 3 Bedrooms ∙ 5 Guests

3 2
house , Southend-on-Sea
This 3-bedroom house is located a minute from Southend-on-Sea, offering a 720-meter walk to Southend Central C2C train station for London access and a short drive to Leigh-on-Sea.
This family-friendly property accommodates up to 5 guests, featuring a private garden, free WiFi, Netflix, and off-street parking for two vehicles, with a fully equipped kitchen and 2 bathrooms.
90 M² House ∙ 3 Bedrooms ∙ 12 Guests - Southend-on-Sea
Southend-on-Sea
27/07 – 10/08
328 €/nighttotal: 4592 € (14 )

90 M² House ∙ 3 Bedrooms ∙ 12 Guests

3 3
house , Southend-on-Sea
This comfortable home is situated in Westcliff-on-Sea, a 5-minute drive from both Roots Hall Football Stadium and Southend Hospital, making it ideal for those attending events or visiting patients. The property is located in a quiet residential area, perfect for a relaxing stay.
This spacious dwelling offers 3 bedrooms and 1 bathroom, comfortably accommodating up to 12 guests, with a floor area of 90 square meters. It comes equipped with a fully equipped kitchen, a garden, and free parking, making it a great choice for families or groups of friends.
111 M² House ∙ 5 Bedrooms ∙ 14 Guests - Southend-on-Sea
9.3 3 reviews
Southend-on-Sea
10/07 – 13/07
404 €/nighttotal: 1212 € (3 )

111 M² House ∙ 5 Bedrooms ∙ 14 Guests

5 2
house , Hawkwell
This spacious five-bedroom house, sleeping up to 14 guests, is situated in Hockley, a short distance from Hawkwell.
The 111 square metre property boasts a fully equipped kitchen, two bathrooms, a large garden with BBQ, ample off-street parking for three cars, and is professionally managed by Pass the Keys.
Spacious 3 Bedroom And 2 Bathroom In Southend-on-sea By Artisan Stays I Weekly Or Monthly Stay Offer I Free Parking I Sleeps 7 - Southend-on-Sea
8.5 14 reviews
Southend-on-Sea
27/07 – 10/08
348 €/nighttotal: 4872 € (14 )

Spacious 3 Bedroom And 2 Bathroom In Southend-on-sea By Artisan Stays I Weekly Or Monthly Stay Offer I Free Parking I Sleeps 7

3 3
house , Southend-on-Sea
This charming house is situated just a short distance from Southend's popular beaches, Adventure Island and the pier, making it the perfect base for exploring this vibrant seaside town. It has consistently received excellent ratings for location, cleanliness and user experience, ensuring a comfortable and enjoyable stay.
This spacious property offers three bedrooms and two bathrooms, comfortably accommodating up to seven guests in its 87 square metres of living space. The house is equipped with a fully fitted kitchen, a relaxing garden, free Wi-Fi and parking, making it ideal for families or groups of friends seeking a relaxing and convenient holiday.

Frequently asked questions about villa rentals in Southend-on-Sea

  • What are the must-see attractions in Southend-on-Sea?

    You can't miss the iconic Southend Pier, the longest pleasure pier in the world. The Adventure Island theme park is a must for families, and the Southend Museum is great for learning about the town's history. You could also take a trip to the historic Hadleigh Castle, just a short drive away.
  • What are the best villa rentals in Southend-on-Sea?

    Among the villa rentals in Southend-on-Sea, The Stable - 5* Boutique Accomodation - Dog Friendly, Cooper Cottage - Old Leigh Fishing Cottage and Old Leigh Cottage are the most popular ones.

  • What indoor activities for families are available in Southend-on-Sea on rainy days?

    On a rainy day, head to the Sea Life Adventure aquarium, where you can see sharks, sea turtles and other marine life. The Southend Central Museum is a great option for a bit of culture, and the Palace Theatre hosts shows and events throughout the year. The bowling alley at the bowling complex is also a good choice for a rainy day.
  • What are the best villa rentals with a pool in Southend-on-Sea?

  • What are the best activities in Southend-on-Sea?

    Southend has something for everyone. You can spend the day on the beach, go for a walk along the pier, visit the Adventure Island theme park, or explore the town's many shops and restaurants. There are plenty of opportunities for watersports like paddleboarding, kayaking and sailing too. In the evening, you can enjoy a meal at one of the many restaurants or bars, or catch a show at the Palace Theatre.
  • What are the best villa rentals with a jacuzzi in Southend-on-Sea?

  • What are the advantages of renting a house or a villa in Southend-on-Sea

    Renting a house or a villa in Southend can give you more space and privacy compared to a hotel. You'll often have access to a kitchen, so you can save money by preparing some of your own meals. Many holiday homes also have gardens or outdoor spaces, which can be great for relaxing and enjoying the sunshine.
  • What are the best villa rentals for families and kids in Southend-on-Sea?

    The best villa rentals for families and kids in Southend-on-Sea are Cooper Cottage - Old Leigh Fishing Cottage, Old Leigh Cottage and The Wedge Shaped Seaside Beach House.

  • What food festivals or culinary events take place in and around Southend-on-Sea?

    Southend doesn't have many dedicated food festivals, but there are plenty of events that feature food stalls and vendors, such as the Southend Airshow and the annual Christmas market. There are also some great restaurants in the town, serving everything from traditional fish and chips to international cuisine.
  • What are the best pet friendly villa rentals in Southend-on-Sea?

  • What exclusive experiences are available when visiting Southend-on-Sea?

    There are a few unique experiences in Southend. You could take a private boat trip along the Thames Estuary, enjoy a behind-the-scenes tour of the Palace Theatre, or have a private lesson at one of the local sailing schools. You could also book a private chef to come and cook a meal for you in your rented house or villa.
  • What are the best villa rentals with parking in Southend-on-Sea?

  • Which part of Southend-on-Sea would be ideal for a villa rental?

    The area around Thorpe Bay is popular for villa rentals. It's a quiet and residential area with beautiful beaches, and it's close to the town centre and the pier. The Leigh-on-Sea area is also a good option, with its charming harbour and historic buildings.

Destinations nearby

Best Southend-on-Sea villas and holiday homes with air conditioning

Welcome To Northview House Stylish 4 Bedroom Home In Southend By Jesswood Properties Contractors Corporates Relocation Stays Long Stays Welcome - Southend-on-Sea
10 3 reviews
Southend-on-Sea
27/06 – 04/07
190 €/nighttotal: 1330 € (7 )

Welcome To Northview House Stylish 4 Bedroom Home In Southend By Jesswood Properties Contractors Corporates Relocation Stays Long Stays Welcome

4 2
house , Southend-on-Sea
This charming house is conveniently located in Southend-on-Sea, just 4.3 kilometres from Adventure Island and 4 kilometres from London Southend Airport. The surrounding area offers a mix of residential streets and easy access to the town's attractions and amenities.
This spacious property spans 86 square metres and comfortably accommodates up to 15 guests across its four bedrooms. The house is equipped with a fully equipped kitchen, washing machine, flat-screen TV, free Wi-Fi, air conditioning, a terrace, a garden, and parking.
Serene Family Escape - Spacious, Near Thorpe Bay And Southend, Beaches & Amenities - Pass The Keys - Southend-on-Sea
8.7 4 reviews
Southend-on-Sea
12/08 – 16/08
375 €/nighttotal: 1500 € (4 )

Serene Family Escape - Spacious, Near Thorpe Bay And Southend, Beaches & Amenities - Pass The Keys

4 2
house , Southend-on-Sea
This charming house is situated in Thorpe Bay, Southend-on-Sea, just a short drive from the popular East Beach and Adventure Island amusement park. The property has received excellent user and location ratings, as well as a very good cleanliness rating.
The home offers 149 square metres of space and can accommodate up to six guests. It comes equipped with a fully equipped kitchen, a garden, free Wi-Fi, and parking, making it a comfortable and convenient option for families or groups visiting Southend-on-Sea.

Best Southend-on-Sea villas and holiday homes with jacuzzi

The Cartlodge - Uk48579 - Southend-on-Sea
Southend-on-Sea
27/07 – 31/07
502 €/nighttotal: 2008 € (4 )

The Cartlodge - Uk48579

4 4
house , Rochford
The Cart Lodge, a four-bedroom house near Rochford, Essex, is located 1.9km from London Southend Airport and 8.7km from Adventure Island.
This self-catering property sleeps 15 guests and boasts a Jacuzzi, garden, free parking, Wi-Fi, and a fully equipped kitchen with a dishwasher; it also includes a fireplace and is close to Chelmsford and London.
Ocean Breeze Escape - Southend-on-Sea
Southend-on-Sea
25/08 – 29/08
435 €/nighttotal: 1740 € (4 )

Ocean Breeze Escape

3 2
house , Rochester
Ocean Breeze Escape is a detached house located in Rochester, 1.8 kilometres from Allhallows Beach and 16 kilometres from Rochester Castle.
This detached house offers accommodation for up to 11 guests, featuring 3 bedrooms, 1 bathroom with a walk-in shower, a fully equipped kitchen with an oven, complimentary Wi-Fi, a garden, a hot tub, and free private parking.
The Cartlodge - Uk48579 - Southend-on-Sea
Southend-on-Sea
27/07 – 31/07
502 €/nighttotal: 2008 € (4 )

The Cartlodge - Uk48579

4 2
cottage , Rochford
This luxurious four-bedroom barn conversion, located in the Rochford countryside, is approximately 1.6km from Apton Hall and a short drive from Southend-on-Sea.
The self-catering lodge boasts four ensuite king-size bedrooms, sleeping eight guests, a private garden with a wood-fired hot tub, a games room with table tennis, and ample parking including an electric car charging point.
Honeywood Farm Cabins - Southend-on-Sea
9.8 4 reviews
Southend-on-Sea
14/07 – 17/07
219 €/nighttotal: 657 € (3 )

Honeywood Farm Cabins

1 2
cabin , Woodham Ferrers
Honeywood Farm Cabins are situated in Woodham Ferrers, just 19 kilometres from Chelmsford Train Station and 24 kilometres from Hylands Park, offering a peaceful retreat in the countryside. The cabins have consistently received excellent ratings for location, cleanliness, and user experience.
The cabins are spacious, with 60 square metres of floor space, comfortably accommodating up to 6 guests. Guests can enjoy a range of amenities, including a fully equipped kitchen, a private hot tub, a terrace, a garden, and free Wi-Fi.
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